DE2804599C2 - Azofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung - Google Patents
Azofarbstoffe, Verfahren zu deren Herstellung und deren VerwendungInfo
- Publication number
- DE2804599C2 DE2804599C2 DE2804599A DE2804599A DE2804599C2 DE 2804599 C2 DE2804599 C2 DE 2804599C2 DE 2804599 A DE2804599 A DE 2804599A DE 2804599 A DE2804599 A DE 2804599A DE 2804599 C2 DE2804599 C2 DE 2804599C2
- Authority
- DE
- Germany
- Prior art keywords
- yellow
- chj
- hydrogen
- formula
- same
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000987 azo dye Substances 0.000 title claims description 3
- 239000000460 chlorine Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 13
- 239000000975 dye Substances 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- -1 Methoxy, ethoxy Chemical group 0.000 claims description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000203 mixture Substances 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- 150000001989 diazonium salts Chemical class 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000009998 heat setting Methods 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0011—Monoazo dyes prepared by diazotising and coupling from diazotized anilines from diazotized anilines directly substituted by a heterocyclic ring (not condensed)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Pyridine Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2804599A DE2804599C2 (de) | 1978-02-03 | 1978-02-03 | Azofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
| FR7901063A FR2424303B1 (fr) | 1978-02-03 | 1979-01-17 | Colorants azoiques |
| IT19655/79A IT1109777B (it) | 1978-02-03 | 1979-01-26 | Azocoloranti |
| CH94379A CH637672A5 (de) | 1978-02-03 | 1979-01-31 | Azofarbstoffe. |
| GB7903678A GB2016501B (en) | 1978-02-03 | 1979-02-02 | Azo dyes |
| JP1052679A JPS54132628A (en) | 1978-02-03 | 1979-02-02 | Azo dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2804599A DE2804599C2 (de) | 1978-02-03 | 1978-02-03 | Azofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2804599A1 DE2804599A1 (de) | 1979-08-09 |
| DE2804599C2 true DE2804599C2 (de) | 1983-03-03 |
Family
ID=6031069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2804599A Expired DE2804599C2 (de) | 1978-02-03 | 1978-02-03 | Azofarbstoffe, Verfahren zu deren Herstellung und deren Verwendung |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS54132628A (it) |
| CH (1) | CH637672A5 (it) |
| DE (1) | DE2804599C2 (it) |
| FR (1) | FR2424303B1 (it) |
| GB (1) | GB2016501B (it) |
| IT (1) | IT1109777B (it) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2910861A1 (de) * | 1979-03-20 | 1980-10-02 | Basf Ag | Reaktivfarbstoffe |
| DE3244960A1 (de) * | 1982-12-04 | 1984-06-07 | Basf Ag, 6700 Ludwigshafen | Pyridonfarbstoffe |
| DE4227590A1 (de) * | 1992-08-20 | 1994-02-24 | Basf Ag | Azofarbstoffe mit einer Kupplungskomponente aus der Reihe der N-(Hydroxysulfonylphenylalkyl)pyridone |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2233871A1 (de) * | 1972-07-10 | 1974-02-14 | Basf Ag | Azofarbstoffe mit einem oxdiazolylrest |
| DE2417217C3 (de) * | 1974-04-09 | 1980-07-03 | Basf Ag, 6700 Ludwigshafen | Pigmentfarbstoffe mit Oxidazolylresten, Verfahren zu deren Herstellung und ihre Verwendung |
| DE2457687C3 (de) * | 1974-12-06 | 1979-01-04 | Basf Ag, 6700 Ludwigshafen | Azofarbstoffe, deren Herstellung und Verwendung zum Färben von Lacken, Druckfarben oder Kunststoffen |
| DE2432838A1 (de) * | 1974-07-09 | 1976-01-29 | Basf Ag | Azofarbstoffe mit einem oxdiazolylrest |
| DE2709660A1 (de) * | 1977-03-05 | 1978-09-07 | Basf Ag | Sulfonsaeuregruppenhaltige azofarbstoffe mit oxdiazolylresten |
-
1978
- 1978-02-03 DE DE2804599A patent/DE2804599C2/de not_active Expired
-
1979
- 1979-01-17 FR FR7901063A patent/FR2424303B1/fr not_active Expired
- 1979-01-26 IT IT19655/79A patent/IT1109777B/it active
- 1979-01-31 CH CH94379A patent/CH637672A5/de not_active IP Right Cessation
- 1979-02-02 GB GB7903678A patent/GB2016501B/en not_active Expired
- 1979-02-02 JP JP1052679A patent/JPS54132628A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT7919655A0 (it) | 1979-01-26 |
| GB2016501A (en) | 1979-09-26 |
| JPS54132628A (en) | 1979-10-15 |
| GB2016501B (en) | 1982-10-13 |
| CH637672A5 (de) | 1983-08-15 |
| IT1109777B (it) | 1985-12-23 |
| DE2804599A1 (de) | 1979-08-09 |
| FR2424303A1 (fr) | 1979-11-23 |
| FR2424303B1 (fr) | 1985-06-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8125 | Change of the main classification |
Ipc: C09B 29/033 |
|
| 8126 | Change of the secondary classification |
Ipc: ENTFAELLT |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8330 | Complete renunciation |